• KSBB Journal
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• 제29권3호
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• pp.205-209
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• 2014

Chromatographic enantiomer resolution of chiral amines was performed on several covalently immobilized and coated chiral stationary phases (CSPs) based on polysaccharide derivatives under the mobile phase conditions containing base or acid or acid/base additive. The chromatographic parameters including separation factors and capacity factors were greatly influenced by the nature of the mobile phase containing base or acid or salt additive as well as the used CSPs. When 0.05% triethylamine/0.05% trifluoroacetic acid as an additive in the mobile phase was used on all CSPs in this study, the greatest enantiomer resolution was observed except for Chiralpak AD. Also, it was shown that the change of base additive into acid or salt in the mobile phase may directly affect chiral recognition mechanisms between the chiral selectors and analytes occurring during enantiomer separation, resulting in the change of elution orders.

• Bulletin of the Korean Chemical Society
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• 제33권12호
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• pp.4141-4144
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• 2012

This paper introduces a technique for resolving amino acids that combines the advantages of the conventional CSP (chiral stationary phase) method with the CMPA (chiral mobile phase additive) method. A commercially available chiral crown ether column, CROWNPAK CR(+), was used as the CSP and three cyclodextrins (${\beta}$-CD, ${\gamma}$-CD, HP-${\beta}$-CD) were used as the mobile phase additives. Chromatographic resolution was performed at $25^{\circ}C$ and $50^{\circ}C$ with or without sonication. A comparison of the chromatographic results under ultrasonic conditions with those under non-ultrasonic conditions showed that ultrasound decreased the elution time and enantioselectivity at all temperatures. In the case of the ${\beta}$-CD mobile phase additive, the elution time and enantioselectivity under ultrasonic condition were significantly higher than under non-sonic condition at all temperatures. Commercially available Chiralpak AD, Whelk-O2 and Pirkle 1-J columns were used as CSPs to examine more meticulously the effects of ultrasonication and temperature on the optical resolution. The optical resolution of some chiral samples analyzed at $25^{\circ}C$ and $50^{\circ}C$ with or without sonication was compared. As in the previous case, the enantioselectivity was lower at $25^{\circ}C$ but similar enantioselectivity was observed at $50^{\circ}C$.

• 분석과학
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• 제36권4호
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• pp.143-151
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• 2023

Considering the greater role of α-amino acids in our daily lives, the enantiomer resolution of seven α-amino acids derivatized with fluorogenic reagent (4-fluoro-7-nitro-2,1,3-benzoxadiazole, NBD-F) by chiral HPLC on amylose or cellulose trisphenylcarbamate derived chiral stationary phases (CSPs) under simultaneous ultraviolet (UV) and fluorescence (FL) detection was performed. The degree of enantioseparation and resolution was affected by nature and selector backbones of the CSPs as well as the kind of amino acids. Baseline enantiomer separation and resolutions were observed for the enantiomers of all analytes as NBD derivatives especially on coated type amylose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralpak AD-H and Lux Amylose-1). The other CSPs also showed good enantioselectivity except for the CSPs (Chiralpak IB, Chiralcel OD-H and Lux Cellulose-1) having cellulose tris(3,5-dimethylphenylcarbamate) as chiral selectors. The developed analytical chiral method was applied to determine the enantiomeric purity of seven commercially available L-α-amino acids and the impurities as D-forms were found to be in the range 0.08-0.87 %, respectively. The intra- and interday accuracy and precision assays showed high accuracy and precision of the developed analytical method. This chiral HPLC method for the enantiomer resolution of amino acids using fluorescent derivatization could be useful for the determination of enantiomeric purity of pharmaceuticals and biological study for amino acid type compounds among chiral drugs.

• KSBB Journal
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• 제14권3호
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• pp.291-296
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• 1999

광학활성 에폭사이드는 광학활성 의약품, 농약, 기능성 식품 제조용 핵심 유기중간체로 사용될 수 있다. 광학활성 에폭사이드의 생물공학적 생산 사례로는 diltiazem 합성용 중간체인 methyl trans-3-(4-methoxyphenyl)glycidate를 lipase를 고정화한 중공사막 반응기를 이용하여 생산되고 있으며, 미생물 탈할로겐화반응을 이용하여 광학활성 epichlorohydrin 및 glycidol도 생산되고 있다. 생물공학적으로 광학활성 에폭사이드를 생산하는 방법은 크게 두 가지로 구분할 수 있는데, 알켄 등을 기질로 하여 monooxygenase나 perocidase 등을 이용하여 직접 에폭시화반응을 시키는 방법과 박테리아, 곰팡이, 효모 유래의 미생물 에폭사이드 가수분해효소를 이용하여 라세믹 에폭사이드를 광학분할시켜 얻는 방법이 있다. 특히 에폭사이드 가수분해효소를 이용한 광학활성 에폭사이드 생산은 높은 광학순도를 얻을 수 있으며 일반적으로 라세믹 에폭사이드를 값싸고 쉽게 구할 수 있어 상업화 가능성이 우수하므로 이에 대한 많은 연구개발이 필요하다.

• Bulletin of the Korean Chemical Society
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• 제28권6호
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• pp.999-1004
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• 2007

Spherical porous silica supports modified with titanium or zirconium alkoxides were prepared, and allyl groups were chemically attached to the titanized or zirconized silica supports, and the product was cross-polymerized with a double bond containing cellulose derivative to yield new CSPs (chiral stationary phases). Magic angle spinning 13C solid state NMR and elemental analysis were used to characterize the CSPs. The performances of the chiral stationary phases were examined in comparison with a conventional chiral stationary phase. Spherical porous silica particles modified with 3,5-dimethylphenylcarbamate of cellulose were prepared and used as the conventional chiral stationary phase. Chromatographic data were collected for a few pairs of enantionmers in heptane/2-propanol mixed solvents of various compositions with the three chiral columns and the results were comparatively studied. The separation performance of the chrial phase made of the titanized silica was better than the others, and the separation performance of the chiral phase of the zirconized silica was comparable to that of the conventional chiral phase. The superiority of titanized silica over bare or zirconized silica in chiral separation seemed to be owing to the better yield of crosslinking (monitored by increase of carbon load) for titanized silica than for the others.

• Bulletin of the Korean Chemical Society
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• 제33권8호
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• pp.2651-2656
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• 2012

Sulfonated cellulose tris(3,5-dimethylphenylcarbamate) (SCDMPC)-coated zirconia monolith (ZM) was used as the chiral stationary phase in capillary electrochromatography for separation of enantiomers of ten chiral compounds in acetonitrile (ACN)-phosphate buffer mixtures as the eluent. Influences of the ACN content, buffer concentration and pH on chiral separation have been investigated. Separation data on SCDMPC-ZM have been compared with those on CDMPC-ZM. Resolution factors were better on SCDMPC-ZM than CDMPC-ZM while retention factors were in general shorter on the former than the latter. Best chiral resolutions on SCDMPC-ZM were obtained with the eluent of 50% ACN containing 50 mM phosphate at pH around 4.

• 대한전기학회:학술대회논문집
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• 대한전기학회 1995년도 추계학술대회 논문집 학회본부
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• pp.547-551
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• 1995

We analyze the nonlinearity of chiral media and coupled-mode theory of chiral multilayers. In first topic, second order nonlinear coupled equations are constructed and a phase matchine method is suggested. This approach can be developed to higher order nonlinearity and electric-field-induced second harmonic generation. In second topic, coupled mode equation in chiral multilayers is constructed, and solved for both codirectional coupling and contradirectional coupling. There is a previous formulation about chiral mutilayers[1] with 4$\times$4 matrix but it did not give detail results, so this approach will be compared with that.

• KSBB Journal
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• 제20권3호
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• pp.177-182
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• 2005

Simulated moving bed (SMB) chromatography was used in the petrochemical industry in the 1960s and its use has been widened to separate chiral compounds in the 1990s. Chiral stationary phase (CSP) is the key component in SMB for the separation of the chiral compounds. CSP has been developed for the analytical use in HPLC, however, its development successfully adapted for the preparative use in SMB chromatography. This review covers the present state-art technology of CSP for SMB chromatography in terms of selectivity, stability, and capacity.

• Archives of Pharmacal Research
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• 제29권11호
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• pp.1061-1065
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• 2006

A new chiral derivatization agent with sugar moiety, 2,3,4,6-tetra-O-acetyl-${\beta}$-D-galactopyranosyl isothiocyanate (GATC) was synthesized. Several ${\beta}-blockers$ were investigated for the possible separation of the enantiomers by reversed-phase HPLC after derivatization with this new chiral derivatization agent (GATC). GATC was reacted readily with ${\beta}-blockers$ at room temperature and the reaction mixture could directly be injected into the HPLC system. The corresponding diastereomers were well resolved on an ODS column with acetonitrile-ammonium acetate buffer as a mobile phase and monitored at UV 254 nm. The optimization of the derivatization procedure (concentration of GATC, reaction temperature and time) and HPLC conditions (pH and ionic strength of mobile phase) were investigated and compared with GITC.

• EDISON SW 활용 경진대회 논문집
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• 제5회(2016년)
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• pp.190-194
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• 2016

자연에서 안정적이고 경제성이 높은 구조로 벌집 구조가 많이 언급이 된다. 이러한 벌집 구조의 특징으로 인해 많은 공학자들이 그 구조를 모방하여 적용하고 있다. 벌집 구조에도 다양한 종류가 존재하지만 그 중 음의 푸아송 비(Poisson's ratio)를 갖는 Chiral Honeycomb 구조가 많이 연구되고 있다. 푸아송 비는 물질이나 구조의 고유한 물성치로 종, 횡 방향의 변형율로 나타내며 이 값으로 외부 조건으로부터의 변형을 예측 할 수 있게 된다. 흔히 푸아송 비는 양의 값을 가지지만 Chiral Honeycomb 구조는 음의 푸아송 비를 가져 기존의 구조와는 다른 기계적 성질을 가지게 된다. 이 논문에서는 Chiral Honeycomb 구조 중에서도 4개의 관절(ligament)를 가지는 Tetra Chiral Honeycomb 구조에 대해 EDISON용 CASADsovler 프로그램을 통해 유한 요소 해석을 수행하여 등가 물성치를 구해 보았으며 기존 실험의 값들과 비교를 통해 해석을 위해 필요한 적절한 대표 체적에 대해 확인해 보았다.